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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 38 B&B in Kaupakulua with updated reviews, rates, and availability.

The Historic Wailuku Inn
Exclusive Suite | Desk, laptop workspace, iron/ironing board, free WiFi

The Historic Wailuku Inn

3.0 star property
9.4 out of 10, Exceptional, (22)
"Beautiful property, excellent service and food - neat place"
The price is AED 750
AED 1,750 total
includes taxes & fees
7 May - 8 May
The Historic Wailuku Inn
Maui What A Wonderful World B and B Hawaii
Exterior

Maui What A Wonderful World B and B Hawaii

3.5 star property
9.4 out of 10, Exceptional, (36)
"Nice stay."
The price is AED 779
AED 919 total
includes taxes & fees
13 May - 14 May
Maui What A Wonderful World B and B Hawaii
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Interior

Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.

9.0 out of 10, Wonderful, (20)
"Ok place. Convenient place to spend night before going to park for sunrise."
The price is AED 661
AED 1,611 total
includes taxes & fees
10 May - 11 May
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
North shore Maui B and B room 1.
Outdoor dining

North shore Maui B and B room 1.

10.0 out of 10, Exceptional, (101)
"It was a beautiful property. Private, off the beaten path. The common space was very nice and comfortable. Would definitely stay there again. View of the ocean, too!"
The price is AED 735
AED 967 total
includes taxes & fees
3 Jun - 4 Jun
North shore Maui B and B room 1.
Gods Peace Of Maui
BBQ/picnic area

Gods Peace Of Maui

2.0 star property
9.4 out of 10, Exceptional, (3)
"We stayed in the room with the queen sized bed. Room was nice and clean- restroom and shower as well. Area is close to places to eat, near Baldwin beach (Baby beach)."
The price is AED 659
AED 778 total
includes taxes & fees
11 May - 12 May
Gods Peace Of Maui
North shore Maui ocean view B and B room 2
Outdoor dining

North shore Maui ocean view B and B room 2

10.0 out of 10, Exceptional, (185)
"Great place to stay. "
The price is AED 735
AED 1,086 total
includes taxes & fees
8 May - 9 May
North shore Maui ocean view B and B room 2
Iao Valley Inn
Front of property

Iao Valley Inn

3.5 star property
10.0 out of 10, Exceptional, (52)
"A lovely spot - unique, private, and a small piece of paradise that you can keep to yourself. "
Iao Valley Inn
North shore Maui ocean view B and B room 3
Fridge, microwave, oven, stovetop

North shore Maui ocean view B and B room 3

10.0 out of 10, Exceptional, (164)
"Nice place "
The price is AED 735
AED 978 total
includes taxes & fees
12 May - 13 May
North shore Maui ocean view B and B room 3
Papaya Suite
Exterior

Papaya Suite

3.0 star property
10.0 out of 10, Exceptional, (6)
"Wonderful property close to the activities I was doing and major resorts and airport. Great owners and really appreciated the flexibility to allow checking in a few hours early due to arriving really early to Maui. Will book again for future Maui trips! "
The price is AED 1,053
AED 1,242 total
includes taxes & fees
8 May - 9 May
Papaya Suite
Maui What A Wonderful B&B Pineapple Ste
Terrace/patio

Maui What A Wonderful B&B Pineapple Ste

3.0 star property
10.0 out of 10, Exceptional, (2)
"The stay was great. Each and everything was very well thought. The host was really great. Eva was very helpful and gave us great suggestions. The breakfast had many options. Really really well thought out. 100% recommend this place. "
The price is AED 937
AED 1,105 total
includes taxes & fees
10 May - 11 May
Maui What A Wonderful B&B Pineapple Ste
Relaxing Hawaiian Suite for a Exiting Getaway in the Upcountry of Maui!
Pool

Relaxing Hawaiian Suite for a Exiting Getaway in the Upcountry of Maui!

10.0 out of 10, Exceptional, (22)
"Natural beauty abounds!"
Relaxing Hawaiian Suite for a Exiting Getaway in the Upcountry of Maui!
Bamboo Valley Inn
View from property

Bamboo Valley Inn

3.5 star property
9.4 out of 10, Exceptional, (55)
"Property was very clean and quiet. Owners were great."
Bamboo Valley Inn
Cozy B&B in Enchanting Kihei-Wailea with AC, WiFi
Beach

Cozy B&B in Enchanting Kihei-Wailea with AC, WiFi

2.0 star property
10.0 out of 10, Exceptional, (3)
"Loved my stay here, was very beautiful and had a great time "
The price is AED 514
AED 1,697 total
includes taxes & fees
19 May - 20 May
Cozy B&B in Enchanting Kihei-Wailea with AC, WiFi
Mango Suite
Exterior

Mango Suite

3.0 star property
The price is AED 1,053
AED 1,242 total
includes taxes & fees
12 May - 13 May
Mango Suite
Spacious Hawaiian Cottage Suite in the Upcountry of Maui!
Pool

Spacious Hawaiian Cottage Suite in the Upcountry of Maui!

10.0 out of 10, Exceptional, (9)
"We very much enjoyed our peaceful and relaxing, but all too short stay at your "remote" and beautiful location. Our room, The Duke, was nicely furnished and large. Altogether, North Shore Lookout is a delightful B&B with great grounds and views. Would like to come back."
Spacious Hawaiian Cottage Suite in the Upcountry of Maui!
Hinano Suite | Historic Maui Inn + Chef’s Breakfast
Outdoor dining

Hinano Suite | Historic Maui Inn + Chef’s Breakfast

10.0 out of 10, Exceptional, (3)
"Thank you for a wonderful stay. Our suite was great and comfortable. We well truly be back."
The price is AED 921
AED 1,210 total
includes taxes & fees
7 May - 8 May
Hinano Suite | Historic Maui Inn + Chef’s Breakfast
Guava Suite
Exterior

Guava Suite

3.0 star property
9.6 out of 10, Exceptional, (5)
"Friendly staff"
The price is AED 829
AED 978 total
includes taxes & fees
13 May - 14 May
Guava Suite
Relaxing Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!
Pool

Relaxing Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!

10.0 out of 10, Exceptional, (2)
"Exceeded our expectations! From the easy check-in to the incredible breakfasts, the old-school pool and hanging garden, and an unexpected herd of deer running through the property, this was one of the most relaxing and tranquil escapes we’ve experienced. The town of Makawao gave us tasty afternoon meals (Satori!) and the beautiful mountain area provided plenty of scenic driving. Only advice I’d give is to plan to enjoy the space while you’re staying, as it would be a shame to not settle in....
Relaxing Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!
The Ulu Suite - Timeless Elegance Free Breakfast
Outdoor dining

The Ulu Suite - Timeless Elegance Free Breakfast

10.0 out of 10, Exceptional, (4)
"Parking and check in was easy and just as described. The interior was simple, yet felt upscale. Lovely original art on the walls, comforts bed, and bathroom and shower were wonderful. Would stay here again. "
The price is AED 950
AED 1,248 total
includes taxes & fees
7 May - 8 May
The Ulu Suite - Timeless Elegance Free Breakfast
Ilima Suite - Tranquil Escape
Outdoor dining

Ilima Suite - Tranquil Escape

10.0 out of 10, Exceptional, (3)
"Loved this B&B. The location worked well from exploring different areas. Will stay here again."
The price is AED 919
AED 1,222 total
includes taxes & fees
13 May - 14 May
Ilima Suite - Tranquil Escape
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Kaupakulua

Maui Beach Vacation Club
Suite, 2 Bedrooms | Living area | TV

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very Good, (741)
"Great for family"
Maui Beach Vacation Club
Wailea Ekahi - CoralTree Residence Collection
Exterior

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (534)
"Beautiful property and beach is easily accessed from resort. "
Wailea Ekahi - CoralTree Residence Collection
Sugar Beach Resort
Outdoor pool

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1057)
"We love the location to go anywhere on the island or just a short drive into Kihei. Beautiful beach and nice pool area!"
Sugar Beach Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Searching for B&Bs in Kaupakulua?
Whether you’re on a romantic holiday and are looking to stay somewhere quiet, or you’re a solo traveler looking to chat with locals, a B&B might be the right choice for your trip.
How do you know if a B&B is a good option for your stay?
Every B&B has its own unique feel. Whether it’s a comfy common area with a fireplace or a beautiful breakfast room, the tiny details are what make bed and breakfasts a home away from home.
What are the top B&Bs in Kaupakulua?
Here are some B&Bs in the surrounding area: Gods Peace Of Maui: 9 rooms. 2.6 mi (4.2 km) from the heart of Kaupakulua. Enjoy the spa and library. Maui What A Wonderful World B and B Hawaii: 4 rooms. 15.4 mi (24.8 km) from the downtown core. Enjoy the private yard and patio area. The Historic Wailuku Inn: 10 rooms. Situated 13.5 mi (21.7 km) from the heart of Kaupakulua. Enjoy the free buffet breakfast and patio area. North shore Maui B and B room 1.: 2.9 mi (4.7 km) from the heart of downtown. Maui What A Wonderful B&B Pineapple Ste: Located 15.4 mi (24.8 km) from the core of Kaupakulua. Enjoy the private yard and unique décor.
When should I book my B&B in Kaupakulua?
When you’re dreaming of a trip to Kaupakulua, be sure to take into account the year-round temperatures. The hottest months are usually August and September with an average temp of 75°F, while the coldest months are March and February with an average of 71°F. Average annual precipitation for Kaupakulua is 40 inches.
What is there to do in Kaupakulua?
When you want to spend some time in the great outdoors, Hookipa Beach Park and Kuau Bay Beach are some notable spots. You might put Paia Bay and Kanaha Beach Park on your list if you want to see more of the area.
How can I get to and around Kaupakulua?
Planning your excursions in and around Kaupakulua is easier with these transportation options. Fly into Kahului Airport (OGG), which is located 9.1 mi (14.7 km) from the heart of the city. You can also search for flights into Hana, HI (HNM), which is 19.3 mi (31.1 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.